Hello, you are asking very good questions and Steve's answers are very accurate for much of the market.
Right now resales of vacation homes are hot and prices are high.
We purchased a 7bedroom 6 bath home in a prime location last April. It has rented at a about a 35 week a year rate and has turned us about a 20% return on downpayment. But it is in a Prime location at Emerald Isand Resort and is one of the few homes with 6 full bathrooms, so it is in a small market for family reunions and large groups.
This was an investment and we sold it last week for an incredible profit.
The message is that vacation homes are an investment. Investment real estate, especially vacation homes around Disney, is LOCATION, LOCATION, LOCATION.
Feel free to email me if you want to talk more.
There is a always a market for a good 4 plex most anywhere, but if you are not there to run it and manage it, it will cost a lot. If you can live in one and rent the other units, it can be a nice cost effective way to live and the it will appreciate in the Orlando area.
We have had tennants back in Iowa and 90% of the time it is great, 10% nightmare.
You have to want to be a landlord for the 4 plex. For the vacation home you are putting your trust in a management company and they are like Bask and Robbins..they come in all flavors and we have dealt the good, the bad, and the ugly.
If you want a dream vacation home to live in some day, and buy it now, it will rent. If it is enough to cover cost is always an issue.
But it will appreciate around Disney. I am sure Steve can tell you that real estate 8 years ago looked to be at the top of the market and it has gone up over 10% a year. I have no secrets on these board, so to give you our example, we purchased our home in Emerald Island for $320,000 (20%down) April 24. This included some nice upgrades from the base of $295,000. We sold it for $449,000, first answer to our by owner add in England.
This is what is happening to real esate. Our realtor is a great guy who helped with original purchase and will make a nice chuck of this sale. He feels realestate will continue to go up for another 4-5 years.
So I like your enthusiam. Just be careful and look around. If you can live in Orlando and manage your property you are in much better shape to save $$$$ on upkeep.
Good Luck...Ted